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Orphenadrine Hydrochloride

HCID 9568
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
341-69-5
Standard SMILES
Cc1ccccc1C(OCCN(C)C)c1ccccc1.Cl
InChIKey
UQZKYYIKWZOKKD-UHFFFAOYSA-N
Molecular formula
C18H23NO.ClH
Average molar mass
305.8 g/mol
Monoisotopic mass
305.1546421

Overview

Orphenadrine hydrochloride appears as odorless white or almost white crystalline powder. pH (aqueous solution) about 5.5. Bitter numbing taste. (NTP, 1992)

Names & identifiers

Preferred name
Orphenadrine Hydrochloride
IUPAC
N,N-dimethyl-2-[(2-methylphenyl)-phenylmethoxy]ethanamine;hydrochloride
English name
Orphenadrine hydrochloride
Molecular formula
C18H24ClNO
Molecular weight
305.84

Names & synonyms

Orphenadrine hydrochloride341-69-5Orphenadrine HClMephenaminMebedrolMephenamin forteMefenamin hydrochlorideMephenamin hydrochlorideOrfenadrin hydrochlorideMephenamine hydrochlorideOrphenadrine (Chloride)BF 5930
Show more names
BS 5930BrocasipalMephenamineBrocadisipalmephenaminforte
BG 5930DTXSID5025815UBY910DUXHNSC-823572-Dimethylaminoethyl 2-methylbenzhydryl ether hydrochlorideDTXCID405815N,N-Dimethyl-2-(o-methyl-alpha-phenylbenzyloxy)ethylamine hydrochlorideETHYLAMINE, N,N-DIMETHYL-2-((o-METHYL-alpha-PHENYLBENZYL)OXY)-, HYDROCHLORIDE

Database identifiers

CAS
341-69-5
PubChem CID
9568
DTXSID
DTXSID5025815
ChEMBL
CHEMBL1201023
UNII
UBY910DUXH
EC Number
206-435-4

Properties

Computed structural properties

Topological polar surface area
12.5 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
6
Heavy atoms
21
Formal charge
0
Complexity
260

Experimental & physicochemical properties

Solubility · 2 items

greater than or equal to 100 mg/mL at 66 °F (NTP, 1992)

>45.9 [ug/mL] (The mean of the results at pH 7.4)

Human Drugs · 2 items

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Melting Point313 to 315 °F (NTP, 1992)
Physical DescriptionOrphenadrine hydrochloride appears as odorless white or almost white crystalline powder. pH (aqueous solution) about 5.5. Bitter numbing taste. (NTP, 1992)

Physicochemical properties

Melting point
159 to · 159.0 to 164.0 °C
Boiling point
-195 °C · -195 °C
Density
0.295 g/cm3 · 0.295 g/cm3
storage temp.
2 · 2-8°C
solubility
Freely soluble in water and in ethanol (96 per cent).
form
powder
color
Crystals

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H301 (97.7%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Other Safety InformationIMAP assessments - Ethanamine, N,N-dimethyl-2-[(2-methylphenyl)phenylmethoxy]-, hydrochloride: Environment tier I assessment
DOT LabelPoison
Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health Hazards · 1 item

SYMPTOMS: Symptoms of exposure to this compound include dryness of mouth, loss of accommodation, dilated pupils, photophobia, increased intraocular pressures, difficulty in swallowing, thirst, flushing and dryness of the skin, transient bradycardia followed by tachycardia with palpitations and arrhythmias, urinary retention, reduction in the tone and motility of the gastrointestinal tract leading to constipation, vomiting, giddiness, staggering, retrosternal pain due to increased gastric reflux, rapid or stertorous respiration, hyperpyrexia restlessness, confusion, excitement, hallucinations, delirium and rash on the face and upper trunk. Severe exposure may cause central nervous system depression with hypertension or with circulatory failure and respiratory depression. There have been cases of dizziness, involuntary jerky movements of the limbs, nervous movements and burning sensation in the throat. Other symptoms of exposure include blurred vision, cyanosis, mydriasis with absent light reflex, coma, clonic convulsions, respiratory arrest and alarming disturbances in cardiac mechanisms. In young children, exposure can cause severe intoxication and death. Glaucoma and widely dilated unreactive pupils have been reported. Symptoms of exposure to this type of compound include lethargy, drowsiness, fatigue, hypnosis, vertigo, ataxia, tinnitus, central nervous system hyperexcitability, sedation, tremors, anxiety, insomnia, toxic psychoses, gastrointestinal disturbances, anorexia, nausea, abdominal distress, diarrhea and pulmonary edema. Other symptoms of exposure to this type of compound include headache, nervousness, disorientation, stupor, hyperreflexia, nystagmus and hyperthermia.

Chemistry & industry

Pharmacology

ATC Code · 2 items

N - Nervous system

QN - Nervous system

MeSH Pharmacological Classification · 5 items

Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists.

A heterogeneous group of drugs used to produce muscle relaxation, excepting the neuromuscular blocking agents. They have their primary clinical and therapeutic uses in the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. They have been used also for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in MULTIPLE SCLEROSIS. (From Smith and Reynard, Textbook of Pharmacology, 1991, p358)

Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS.

Drugs that bind to but do not activate MUSCARINIC RECEPTORS, thereby blocking the actions of endogenous ACETYLCHOLINE or exogenous agonists. Muscarinic antagonists have widespread effects including actions on the iris and ciliary muscle of the eye, the heart and blood vessels, secretions of the respiratory tract, GI system, and salivary glands, GI motility, urinary bladder tone, and the central nervous system.

Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 CYP2B6.

Applications

UsesAntihistaminic;H1 antogonist

General DescriptionOdorless white or almost white crystalline powder. pH (aqueous solution) about 5.5. Bitter numbing taste.

Suppliers57 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
BRN
3745818 · 3745818
Stability
Stable. Incompatible with strong oxidizing agents.
Major Application
pharmaceutical (small molecule)
InChI
1S/C18H23NO.ClH/c1-15-9-7-8-12-17(15)18(20-14-13-19(2)3)16-10-5-4-6-11-16;/h4-12,18H,13-14H2,1-3H3;1H
InChIKey
UQZKYYIKWZOKKD-UHFFFAOYSA-N
SMILES
Cl.CN(C)CCOC(c1ccccc1)c2ccccc2C
CAS DataBase Reference
341 · 341-69-5(CAS DataBase Reference)
EWG's Food Scores
1 · 1
FDA UNII
910 DUXH · UBY910DUXH
EPA Substance Registry System
Orphenadrine hydrochloride (341-69-5)
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
Protein binding
95 % · 95%
Excreted unchanged in urine
8 % · 8%
Biological half-life
14 · 14 / -
Symbol(GHS)
6 · GHS06
Signal word
Danger
Hazard statements
301 · H301
Precautionary statements
301 · P301+P310
Hazard Codes
Xn
Risk Statements
22 · 22
Safety Statements
36 · 36
RIDADR
3249 · 3249
WGK Germany
3 · 3
RTECS
6300000 · KR6300000
HazardClass
6.1 · 6.1(b)
PackingGroup
III
Storage Class
6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
3 Oral · Acute Tox. 3 Oral
Toxicity
50 oral · LD50 oral in rat: 255mg/kg
Reactive GroupAmines, Phosphines, and Pyridines
Reactivity ProfileORPHENADRINE HYDROCHLORIDE is incompatible with strong oxidizers. (NTP, 1992)
Air and Water ReactionsMay be sensitive to prolonged exposure to light and air. Water soluble.
Hazard Classes and CategoriesAcute Tox. 3 (97.7%)

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is stored, weighed and diluted, wear an approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxicology

Drug Induced Liver Injury · 6 items

Drug Induced Liver Injury Rank (DILIrank 2.0)

Orphenadrine hydrochloride

vNo-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

Safety data

wgk
3
rtecs
KR6300000
ridadr
3249
Toxicity
LD50 oral in rat: 255mg/kg
risk_code
22
Signal word
Danger
Symbol(GHS)
GHS06
hazard_code
Xn
safety_code
36
hazard_class
6.1(b)
Storage Class
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
packing_group
III
Hazard statements
H301
Hazard Classifications
Acute Tox. 3 Oral
Precautionary statements
P301+P310
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Additional notes

DefinitionChEBI: A hydrochloride comprising equimolar amounts of ophenadrine and hydrogen chloride.